Tag Archives: Sarah Gregory

Adriana had gone AWOL and missed the game because she had been partying the night before. Coach Gregory eventually found the sleeping brat nursing a huge hangover in a random …

This is another real punishment film featuring Sarah and her scene Step-Mommy, Miss Elizabeth. While they were at Six Flags this past summer, Sarah didn’t use very appropriate language while …

Sarah’s torment continues with a prolonged hairbrush spanking over Auntie Rose’s knee during detention. Then it is time to fill in the punishment book while she stands on the punishment …

Detention continues with Sarah learning the poem for naughty girls. Then she must face the music. Time to go over Auntie’s knee for a well warmed seat! Her seat of …

Because Sarah has broken the rules more than twice she is given a detention. What’s more, she is to wear the punishment knickers as a reminder that her bottom will …

In this custom film, Sarah has been a very naughty girl. Her Dominant (Miss Bernadette) has caught Sarah not only sneaking in men at all hours of the night, but …

Mrs Jones visits Auntie Rose to deliver some shocking news. It appears Sarah has been fraternising with unsavoury lads. Auntie listens patiently, and reassures Mrs Jones that she will be …

Sarah has applied for a job as Miss Matthews’ Personal assistant. Sarah is one of the few applicants who has been granted an in-person interview and she is very thrilled. …

A spanking in the daytime means a spanking in the night. Since Sarah misbehaved in the daytime at church she is to receive a spanking at night.  So she must …

This film marks the reunion of me and my Dominant (Miss Bernadette). We hadn’t seen each other since before the pandemic. Me and Clara (Miss Matthews) have formed a strong …